[3+2]-Cycloaddition of Azaoxyallyl Cations with Cyclopropenones and Cyclopropenethiones: Synthesis of Spirocyclic Oxazole and Thiazole Derivatives

被引：27
|
作者：
Zhou, Shuang-Jing [1 ]
Cheng, Xiao [1 ]
Xuan, Jun [1 ,2 ]
机构：
[1] Anhui Univ, Coll Chem & Chem Engn, Anhui Prov Key Lab Chem Inorgan Organ Hybrid Func, Hefei 230601, Anhui, Peoples R China
[2] Anhui Univ, Inst Phys Sci & Informat Technol, Hefei 230601, Anhui, Peoples R China
来源：
ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 8卷 / 08期
基金：
中国国家自然科学基金;
关键词：
cycloaddition; cyclopropenones; azaoxyallyl cations; spiro compounds; spirocyclic thiazoles; AZA-OXYALLYL CATIONS; DIELS-ALDER ADDUCT; 3+2 CYCLOADDITION; ACCESS; CYCLIZATION; ANNULATION; CHEMISTRY; ACTIVATION; 1,3-DIPHENYLISOBENZOFURAN; LACTAMS;
D O I：
10.1002/ajoc.201900272
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A [3+2]-cycloaddition reaction of in-situ-formed azaoxyallyl cations with cyclopropenones and cyclopropenethiones for the synthesis of biologically important spirocyclic oxazole and thiazole derivatives is reported. This concise procedure exhibited good functional group tolerance under very mild conditions and provided the corresponding spirocyclic products in good to excellent yields.
引用
收藏
页码：1376 / 1379
页数：4
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